i'm not sure when it was taken, but i'm taking a guess that she was anywhere from 13-17 at the time?
http://www.jadoresofia.com/gallery.php?galleryid=12
ETA: It's from the most gorgeous editorial "Prom Queens"
here's a direct link to the site-Raised in Marco Island, Florida, Meester became interested in acting when she appeared in a local production of "The Wizard of Oz." When she was 11, she moved with her family to New York City and soon after began working as a model with Wilhemina, booking a Ralph Lauren campaign shot by Bruce Webber and working with then photographer Sophia Coppola.
http://www.jadoresofia.com/gallery.php?galleryid=12
ETA: It's from the most gorgeous editorial "Prom Queens"

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